2-Bromobenzoic acid → HCID 25165911, compound

Participants

Reaction Steps

DIPEA (144 mg, 1.11 mmol) was added to a stirred solution of biphenyl-4-carboxylicacid (2-oxo-2-piperazin-1-yl-ethyl)-amide TFA salt (120 mg, 0.37 mmol) in DMF (5 mL). HOBT (60 mg, 0.45 mmol) and EDCI.HCl (178 mg, 0.93 mmol) were then added. After 2 minutes 2-bromobenzoic acid (89 mg, 0.45 mmol) was added and the resulting mixture was stirred overnight. The reaction mixture was diluted with cold water and the product was precipitated and filtered. Purification by column chromatography using silica gel 60-120 mesh and 80% EtOAc in hexane as eluent afforded 105 mg (56% yield) of biphenyl-4-carboxylic acid {2-[4-(2-bromo-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide. LC-MS purity: 96.78%, HPLC Purity: 97.31%. 1H NMR: (DMSO) δ 8.7 (t, 1H), 8.0 (d, 2H), 7.8 (m, 5H), 7.5 (m, 6H), 4.2 (dd, 2H), 3.6 (m, 6H), 3.2 (m, 2H).

Provenance & Evidence